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Coelenteramide

CAT: 0804-HY-145385Size: 1 EachDry Ice: NoHazardous: No
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Description
Coelenteramide is a oxidative product of Coelenterazine. Coelenteramide can form a complex with apoAequorin/Ca2+, which is known as blue fluorescent protein (BFP) and shows continuous weak luminescence with Coelenterazine like a luciferase. Coelenteramide can be used as an imaging agent[1].
CAS Number
50611-86-4
UNSPSC
12171500
Target
Fluorescent Dye
Type
Dye Reagents
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/coelenteramide.html
Solubility
10 mM in DMSO
Smiles
O=C(CC1=CC=C(C=C1)O)NC2=C(CC3=CC=CC=C3)N=C(C4=CC=C(C=C4)O)C=N2
Molecular Formula
C25H21N3O3
Molecular Weight
411.45
References & Citations
[1]Inouye S, Nakamura M, Hosoya T. Formation of Coelenteramine from 2-Peroxycoelenterazine in the Ca2+ -Binding Photoprotein Aequorin. Photochem Photobiol. 2021 Dec 31.
Shipping Conditions
Room temperature
Scientific Category
Dye Reagents
Clinical Information
No Development Reported

Chemical Information

Coelenteramide

Oxidized Oplophorus luciferin is a member of pyrazines. It has a role as a member of oxidized luciferins. It is functionally related to an Oplophorus luciferin.

CAS Number50611-86-4
PubChem CID448487
IUPAC NameN-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide
Molecular FormulaC25H21N3O3
Molecular Weight411.5
XLogP3.8
Topological Polar Surface Area95.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count31
Formal Charge0
Complexity552
SMILES
C1=CC=C(C=C1)CC2=NC(=CN=C2NC(=O)CC3=CC=C(C=C3)O)C4=CC=C(C=C4)O
InChI
InChI=1S/C25H21N3O3/c29-20-10-6-18(7-11-20)15-24(31)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(30)13-9-19/h1-13,16,29-30H,14-15H2,(H,26,28,31)
InChIKey
CJIIERPDFZUYPI-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Coelenteramide
CAS: 50611-86-4
CID: 448487
Formula: C25H21N3O3
MW: 411.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight411.5
XLogP33.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass411.15829154
Monoisotopic Mass411.15829154
Topological Polar Surface Area95.3 Ų
Heavy Atom Count31
Formal Charge0
Complexity552
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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